Donna's blog on coaching, leadership, and life

Thinking about going out on your own?—It’s a wonderful and insecure journey.

I met with a colleague for coffee this morning. We’ve been in similar businesses for over 25 years, and it’s great fun to compare notes about the work and journey that we love. I always find it validating and energizing to meet with other people who took that leap and have been able to sustain their businesses, and most importantly, sustain their enjoyment for what they do. Anyway, it got me thinking about what it takes to do it successfully. There are a ton of books and lots of information about starting a practice or business, and if you’re even considering the idea I would encourage you to get all of the information you possibly can to assess your readiness, capabilities, and desires—including interviewing others who have done it.

As I was reflecting on this today, I thought I might offer my personal experience and perspective about being a sole proprietor and what I believe it takes to launch and sustain a business, and what you may want to consider if you’re thinking about sole proprietorship. So here you go….food for thought and a few recommendations:

– You have to really want it….badly, because the amount of time, energy and focus it takes to launch a business is significant and will need to be a major priority for years. This doesn’t mean that you can’t have a life meanwhile, but frankly, especially during start-up (again, months to years) it does mean that in the midst of all else, you should expect to be preoccupied with your business desires and goals. And, most likely, you’ll be working long hours. I should mention here that this preoccupation and hard work can be downright exhilarating.

– Unless you have a hardy second income in your household to support the slow upswing of building a business, you’ll need more money than you may think to get it off the ground. In addition to start-up expenses, you could easily need double the funds you’ve planned for, saved, or borrowed to support you while you’re building your business.

– You’ll need to be somewhat comfortable with insecurity and the unknown. After 26 years, whether I’m having a fair or stellar quarter, I still can only accurately project the next three to five months’ income at any given time. If you’re like me and you thrive on the unknown, this may work well for you. Yet, if you’re someone who is looking for consistent surety of your short and long-term future, you may want to revisit the anticipated roller coaster of a ride that you may be choosing.

– The flexibility that being your own boss allows is awesome. Although, with that flexibility comes the need for unending self-discipline, which at times, may not feel awesome at all.

– Let there be no mistake on this one—You need to be comfortable with selling yourself and your product or services. In other words, you need to be well-equipped and consistently determined to make connections. There is no avoiding the sales and marketing focus that is particularly important in the first several years. And although tenure does generate more exposure, referrals, trust, and repeat business, you’ll want to continue to keep yourself acutely aware of marketing for as long as you want your business to thrive. Continue to make connections and build your reputation in your business community with a virtual presence, speaking, writing, identifying new prospects and serving them well, serving your community, sharing your expertise, and of course, providing your clients with quality value-added service.

These are just a few general considerations that came to mind immediately that I wanted to share from my personal experience today.

Are you a sole proprietor or a small business owner? What key points or recommendations can you add to this list from your experience?

I hope you find this helpful whether you’re entertaining the idea of sole proprietorship or you’re already in the midst of it. Either way, every success, and enjoy the ride!


  Joseph Manhede wrote @

As always, thank you for sharing.

  donnarawadyblog wrote @

Thank you Joseph! I hope you and your family are well and that you’re enjoying your work!

  Fran Brockmyre wrote @

Good one, Donna. Some food for thought for me.

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s

%d bloggers like this: